(2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine

Base Information

• Chemical Name: (2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine
• CAS No.: 872360-64-0
• Molecular Formula: C₃₅H₃₇NO₃
• Molecular Weight: 519.684
• Mol file: 872360-64-0.mol

Synonyms:(2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine

Chemical Property of (2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine

There total 2 articles about (2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

(3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene (872360-63-9) → (2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine (872360-64-0)

Guidance literature:

With pyridine; methanesulfonyl chloride; at 20 ℃; for 16h;

DOI:10.1016/j.ejmech.2005.07.001

Reference yield:

N-benzyl-2,3,5-tri-O-benzyl-L-xylofuranosylamine (192211-53-3) → (2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine (872360-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / tetrahydrofuran / 7 h / 20 °C

2: 80 percent / methanesulfonyl chloride; pyridine / 16 h / 20 °C

With pyridine; methanesulfonyl chloride; In tetrahydrofuran;

DOI:10.1016/j.ejmech.2005.07.001

Reference yield:

(2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine (872360-64-0) → (2R,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidine-2-carbaldehyde

Guidance literature:

(2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine; With sulfuric acid; ozone; In dichloromethane; at -50 ℃; for 0.416667h;

With dimethylsulfide; In dichloromethane;

DOI:10.1016/j.ejmech.2005.07.001

upstream raw materials:

(3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene

N-benzyl-2,3,5-tri-O-benzyl-L-xylofuranosylamine

Downstream raw materials:

(2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-hydroxymethyl-pyrrolidine